EP3185960B1 - Utilisation d'une association d'aquastyle sh-100 et d'acudyne 1000 - Google Patents

Utilisation d'une association d'aquastyle sh-100 et d'acudyne 1000 Download PDF

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Publication number
EP3185960B1
EP3185960B1 EP15730805.7A EP15730805A EP3185960B1 EP 3185960 B1 EP3185960 B1 EP 3185960B1 EP 15730805 A EP15730805 A EP 15730805A EP 3185960 B1 EP3185960 B1 EP 3185960B1
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EP
European Patent Office
Prior art keywords
copolymer
meth
acrylic acid
cosmetic composition
acrylates
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EP15730805.7A
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German (de)
English (en)
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EP3185960A1 (fr
Inventor
Julia Bibiane Lange
Bernd Richters
Maria Catalina Bermudez Agudelo
Cyrielle Martinez
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/48—Thickener, Thickening system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers

Definitions

  • the present invention relates to a cosmetic composition for the hair setting or for the temporary reshaping of keratinic fibers, in particular human hair, wherein the composition contains a combination of two anionic acrylate resins.
  • the temporary design of hairstyles for a longer period of time to several days usually requires the application of firming agents. Therefore, hair treatment agents which serve a temporary shaping of the hair, play an important role.
  • Corresponding temporary deformation agents usually contain synthetic polymers and / or waxes as the setting agent.
  • Means for supporting the temporary shaping keratin braver fibers can be formulated for example as a hair spray, hair wax, hair gel, hair foam.
  • a hair temporary deformation agent hereafter called a styling agent
  • a styling agent The most important property of a hair temporary deformation agent, hereafter called a styling agent, is to treat the treated fibers in the newly modeled form - i. a form imprinted on the hair - to give as strong a hold as possible.
  • the hairstyle hold is essentially determined by the type and amount of setting agents used, but also an influence of the other ingredients of the styling agent may be given.
  • styling agents In addition to a high degree of hold, styling agents must meet a whole range of other requirements. These may be broad in properties on the hair, properties of the particular formulation, e.g. Properties of the foam, the gel or the sprayed aerosol, and properties that affect the handling of the styling agent, are subdivided, with the properties of the hair is of particular importance. Particularly noteworthy are moisture resistance, low tack and a balanced conditioning effect. Furthermore, a styling agent should be universally applicable for all hair types and mild to hair and skin.
  • the polymers can be subdivided into cationic, anionic, nonionic and amphoteric setting polymers.
  • the polymers when applied to hair, the polymers give a polymer film which, on the one hand, gives the hairstyle strong hold but, on the other hand, is sufficiently flexible not to break under stress. If the polymer film is too brittle, it leads to the formation of so-called film plaques, that is, residues that detach during the movement of the hair and give the impression that the user of the corresponding styling agent would have dandruff. Similar problems arise when waxes as a firming agent in the Styling agent find use. If the styling agent is a gel or a paste, the polymers should also have thickening properties.
  • anionic polymers used in hair fixative products are anionic acrylate resins.
  • EP 1719500 B1 and EP 1726331 B1 describe such acrylate resins with the INCI name Acrylates / Hydroxy Ester Acrylates Copolymer and their use in styling agents, also in combination with other acrylate copolymers.
  • the anionic acrylate copolymers described in these publications are commercially available for. B. under the name Acudyne® 180 (The Dow Chemical Company) available.
  • WO 2012/054278 A2 also mentions acrylates / hydroxy esters acrylates copolymers as hair setting polymers and uses as an example Acudyne® 1000 (The Dow Chemical Company) in hair foams.
  • hydrophobically modified acrylate copolymers are commercially available (INCI: Acrylates Copolymer (and) Water), which act essentially as a thickener.
  • the data sheet AquaStyle® SH-100 polymer (Ashland Inc.) describes such an acrylate copolymer and its use in combination with carbomers. It describes suitability for crystal clear hair gels, good initial stiffness, moisture resistance and long-term performance.
  • An object of the present invention was to provide further suitable polymer combinations which are distinguished by good film-forming and / or setting properties, have a very high degree of retention, without sacrificing flexibility and good moisture resistance, in particular perspiration and water resistance would and should also be suitable for the production of stable viscous and stable transparent cosmetic compositions.
  • currently available styling agents can still be improved to the extent that a good combination of stiffness (stiffness) and long-term maintenance is not always adequately guaranteed. It is therefore an object of the present invention to provide such styling agents which, in addition to the abovementioned properties, result in particular both good rigidity and good long-term maintenance.
  • keratinic fibers according to the invention comprises furs, wool and feathers, but in particular human hair.
  • the essential constituents of the cosmetic composition according to the invention are the anionic acrylate copolymer (a) and the anionic acrylate copolymer (b).
  • the anionic acrylate copolymer (a) is composed at least of the following monomer units: at least one (meth) acrylic acid unit (a1), at least one (meth) acrylic acid alkyl ester unit (a2) and at least one (meth) acrylic acid hydroxyalkyl ester unit (a3).
  • the copolymer (a) can be constructed according to the invention from further monomer units. According to embodiments of the invention, however, the copolymer (a) is composed only of the units (a1), (a2) and (a3), ie it consists of units derived from these monomer units.
  • the at least one methacrylic acid unit (a1) may be a methacrylic acid or acrylic acid unit.
  • the alkyl group of the (meth) acrylic acid alkyl ester unit (a2) is preferably a C 1 -C 8 alkyl group which may be linear or branched.
  • alkyl radicals are methyl, ethyl, propyl, isopropyl, 1-butyl, 2-butyl, isobutyl, tert-butyl, linear or branched pentyl, linear or branched hexyl, linear or branched heptyl and linear or branched octyl. More preferably, the alkyl group is a C1 to C5 alkyl group.
  • a2 there are two or more (meth) acrylic acid alkyl ester units (a2) which differ in the carbon number of the alkyl group.
  • a C1-C3 alkyl methacrylate unit and a C2-C5 alkyl acrylate unit are contained.
  • the hydroxyalkyl radical of the (meth) acrylic acid hydroxyalkyl ester unit (a3) may be a hydroxy-C 1 -C 10 -alkyl radical, preferably a hydroxy-C 2 -C 5 -alkyl radical.
  • the (meth) acrylic acid hydroxyalkyl ester moiety (a3) is (meth) acrylic acid hydroxyethyl ester.
  • the proportion of the units (a1), (a2) and (a3) in the acrylate resin (a) can vary widely.
  • the proportion of the unit (a1) in the acrylate copolymer is preferably 2 to 50% by weight, more preferably 5 to 30% by weight.
  • the proportion of the unit (a2) in the acrylate copolymer is preferably 5 to 95% by weight, more preferably 45 to 90% by weight.
  • the proportion of the unit (a3) in the acrylate copolymer is preferably 2 to 70% by weight, more preferably 5 to 30% by weight.
  • the weight-average molecular weight of the anionic acrylate copolymer is preferably 130,000 to 160,000, more preferably 140,000 to 150,000, as determined by gel permeation chromatography (GPC).
  • the viscosity of the anionic acrylate copolymer (a) used in the cosmetic composition at a solids content of 44 to 46% by weight and a pH of 3.30 to 4.30 at 25 ° C. is preferably at most 150 cPS (Brookfield LV, Spindel 1 , 60 rpm).
  • Suitable anionic acrylate copolymers (a) are commercially available under the INCI name Acrylates / Hydroxyesters Acrylates Copolymer. Most preferably, the anionic acrylate copolymer (a) is Acudyne® 1000 from The Dow Chemical Company. This has in the commercially available form a solids content of about 44 to 46 wt .-% and a pH of 3.3-4.3.
  • the anionic acrylate copolymer (b) is composed at least of the following monomer units: at least one (meth) acrylic acid unit (b1), at least one (meth) acrylic acid ethyl ester unit (b2) and at least one (meth) acrylic acid ester unit (b3) derived from the (meth) acrylic acid ethyl ester unit (b2) is different and has a hydrophobic group as an ester group.
  • the copolymer (b) can be constructed according to the invention from further monomer units. However, according to embodiments of the invention, the copolymer (a) is composed only of the units (b1), (b2) and (b3), ie it consists of units derived from these monomer units.
  • the at least one (meth) acrylic acid unit (b1) may be a methacrylic acid or acrylic acid unit, with a methacrylic acid unit being preferred.
  • the at least one (meth) acrylic acid ethyl ester unit (b2) may be a methacrylic acid ethyl ester unit or an ethyl acrylate unit, with an ethyl acrylate unit being preferred.
  • the at least one (meth) acrylic acid ester unit (b3) can according to the invention be a (meth) acrylic acid alkyl ester unit.
  • the alkyl group of the (meth) acrylic acid alkyl ester unit serves to control the hydrophobicity of the copolymer.
  • the alkyl group is preferably a linear or branched alkyl group having 2 to 30 carbon atoms, more preferably 3 to 12 carbon atoms.
  • the hydrophobic group according to the invention may also be a hydrophobic other than an alkyl group, for.
  • the viscosity of the anionic acrylate copolymer (b) used in the cosmetic composition at a solids content of 2% by weight and neutralized solution at 25 ° C. is preferably at most 60,000 to 120,000 cps.
  • Suitable anionic acrylate copolymers (b) are commercially available under the INCI name Acrylates Copolymer (and) Water. Most preferably, the anionic acrylate copolymer (b) is AquaStyle® SH-100 polymer from Ashland, Inc. This has a solids content of about 28 to 32% by weight and a pH of 2.1-4.0 in the commercial form.
  • the cosmetic composition of the present invention contains the acrylate copolymer (a) and acrylate copolymer (b) in suitable and appropriate amounts for styling agents, which can be adapted for specific application and packaging.
  • the cosmetic composition of the invention contains the acrylate copolymer (a), based on the total weight of the cosmetic composition, for. B. in an amount of 0.1 to 5 wt .-%, preferably 0.1 to 1.5 wt .-%, further preferably 0.2 to 0.8 wt .-%, each expressed as the solids content of active substance in the cosmetic composition.
  • the cosmetic composition of the invention contains the acrylate copolymer (b), based on the total weight of the cosmetic composition, for. B. in an amount of 0.1 to 5 wt .-%, preferably 0.3 to 2.0 wt .-%, further preferably 0.8 to 1.4 wt .-%, each expressed as the solids content of active substance in the cosmetic composition.
  • the cosmetic composition contains as the anionic acrylate copolymer (a) the copolymer commercially available under the name Acudyne TM 1000 and as the anionic acrylate copolymer (b) commercially available under the name AquaStyle TM SH-100 copolymer.
  • the anionic acrylate copolymer (a) the copolymer commercially available under the name Acudyne TM 1000 and as the anionic acrylate copolymer (b) commercially available under the name AquaStyle TM SH-100 copolymer.
  • This polymer combination is particularly advantageous in the case of styling products in gel form.
  • the cosmetic composition of the present invention contains one or more further thickening or gelling component (s) other than the acrylate copolymer (a) and (b) and also promoting film formation.
  • further thickening or gelling component (s) other than the acrylate copolymer (a) and (b) and also promoting film formation.
  • examples are cationic, anionic, nonionic or amphoteric polymers.
  • the proportion by weight of this further component in the total weight of the cosmetic composition can be comparatively low owing to the presence of components (a) and (b) and amounts, for example, to 0.02 to 3% by weight, preferably 0.05 to 1.5% by weight. %, and more preferably 0.2 to 0.8% by weight.
  • Examples are Acrylamide / Ammonium Acrylate Copolymer, Acrylamide / DMAPA Acrylates / Methoxy PEG Methacrylate Copolymer, Acrylamidopropyltrimonium Chloride / Acrylamide Copolymer, Acrylamidopropyltrimonium Chloride / Acrylates Copolymer, Acrylates / Acetoacetoxyethyl Methacrylate Copolymer, Acrylates / Acrylamide Copolymer, Acrylates / Ammonium Methacrylate Copolymer, Acrylates / t Butyl Acrylamide Copolymer, Acrylates / C1-2 Succinates / Hydroxy Acrylates Copolymer, Acrylates / Lauryl Acrylates / Stearyl Acrylates / Ethylamine Oxide Methacrylate Copolymer, Acrylates / Octyl Acrylamide Copolymer, Acrylates / Octylacrylamides / Diphen
  • Component acting as gelling agent a homopolyacrylic acid (INCI: Carbomer), which is commercially available under the name Carbopol® in different versions.
  • the carbomer is contained in a proportion of 0.05 to 1.5% by weight, and more preferably 0.2 to 0.8% by weight, based on the total weight of the cosmetic composition.
  • the cosmetic composition according to the invention may contain other conventional substances of styling products. Other suitable auxiliaries and additives are in particular additional care substances.
  • the agent may contain, for example, at least one protein hydrolyzate and / or one of its derivatives. Protein hydrolysates are product mixtures obtained by acid, alkaline or enzymatically catalyzed degradation of proteins (proteins).
  • the term protein hydrolyzates also means total hydrolyzates as well as individual amino acids and their derivatives as well as mixtures of different amino acids.
  • the molecular weight of the protein hydrolysates which can be used according to the invention is between 75, the molecular weight for glycine, and 200,000, preferably the molecular weight is 75 to 50,000 and very particularly preferably 75 to 20,000 daltons.
  • the agent according to the invention may further comprise at least one vitamin, a provitamin, a vitamin precursor and / or one of their derivatives.
  • Vitamins, provitamins and vitamin precursors which are usually assigned to the groups A, B, C, E, F and H.
  • panthenol increases the flexibility of the polymer film formed using the composition of the present invention.
  • compositions according to the invention may further contain at least one plant extract, but also mono- or oligosaccharides and / or lipids.
  • oil bodies are suitable as a care substance.
  • the natural and synthetic cosmetic oil bodies include, for example, vegetable oils, liquid paraffin oils, isoparaffin oils and synthetic hydrocarbons and di-n-alkyl ethers having a total of between 12 and 36 carbon atoms, in particular 12 to 24 carbon atoms.
  • Preferred cosmetic agents according to the invention contain at least one oil body, preferably at least one oil body from the group of silicone oils.
  • the group of silicone oils includes in particular the dimethicones, to which the cyclomethicones are also to be expected, the amino-functional silicones and the dimethiconols.
  • the dimethicones may be both linear and branched as well as cyclic or cyclic and branched.
  • Suitable silicone oils or silicone gums are, in particular, dialkyl and alkylaryl siloxanes, for example dimethylpolysiloxane and methylphenylpolysiloxane, and also their alkoxylated, quaternized or else anionic derivatives. Preference is given to cyclic and linear polydialkylsiloxanes, their alkoxylated and / or aminated derivatives, dihydroxypolydimethylsiloxanes and polyphenylalkylsiloxanes.
  • dicarboxylic acid esters symmetrical, unsymmetrical or cyclic esters of carbonic acid with fatty alcohols
  • triflic acid esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol or fatty acid partial glycerides which are understood to mean monoglycerides, diglycerides and technical mixtures thereof.
  • emulsifiers or surface-active agents are preferably present in the composition according to the invention.
  • PEG derivatives of hydrogenated castor oil the z. Sold under the name PEG Hydrogenated Castor Oil, e.g. PEG-30 Hydrogenated Castor Oil, PEG-33 Hydrogenated Castor Oil, PEG-35 Hydrogenated Castor Oil, PEG-36 Hydrogenated Castor Oil or PEG-40 Hydrogenated Castor Oil.
  • PEG-40 hydrogenated castor oil are preferably contained in an amount of 0.05 to 1.5 wt .-%, more preferably 0.1 to 1.0 wt .-%, also preferably 0.2 to 0, 8 wt .-% or 0.3 to 0.6% by weight.
  • compositions of the invention contain the ingredients or active ingredients in a cosmetically acceptable carrier.
  • Preferred cosmetically acceptable carriers are aqueous, alcoholic or aqueous-alcoholic media with preferably at least 10% by weight of water, calculated on the total weight of the agent.
  • the cosmetic carrier according to the invention particularly preferably comprises water, in particular in the amount, that the cosmetic agent, calculated on the total weight of the composition, is at least 10% by weight, in particular at least 20.0% by weight, most preferably at least 40% by weight. Contains% water.
  • alcohols it is possible in particular to include the lower alcohols having 1 to 4 carbon atoms usually used for cosmetic purposes, such as, for example, ethanol and isopropanol.
  • water-soluble solvents as cosolvent are glycerol and / or ethylene glycol and / or 1,2-propylene glycol in an amount of 0 to 30 wt .-% based on the total agent.
  • the cosmetic composition of the present invention may be formulated in the forms customary for the temporary shaping of hair, e.g. B. as a hair gel, hair spray hair foam or hair wax. Preference is given to the preparation as a hair gel.
  • Both hair mousses and hair sprays require the presence of leavening agents. According to the invention, however, preferably no or only small amounts of hydrocarbons should be used for this purpose.
  • Dimethyl ether is a suitable blowing agent according to the invention.
  • the present invention also relates to the use of cosmetic compositions according to the invention for the temporary shaping of keratinic fibers, in particular of human hair, as well as a method for the temporary deformation of keratinic fibers, in particular human hair, in which the cosmetic composition according to the invention is applied to keratinic fibers.
  • composition of some preferred cosmetic agents can be found in the following tables (data in% by weight based on the total weight of the cosmetic agent, unless stated otherwise).
  • “Misc” is to be understood according to the invention as a cosmetic carrier, in particular water and optionally further customary constituents of styling products.
  • the quantities in the table are given in wt .-% of the respective raw material, based on the total composition.
  • the hair gel when applied to human hair formed a transparent film with very little stickiness.
  • a dry strand of hair (Euro natural hair from Kerling, 826500 Kleßeesse tight, glued on one side, total length 150 mm, free length 130 mm, width 20 mm, weight 1.8 ⁇ 0.2 g) were 850 mg of a gel-like test composition with the Massaged fingers.
  • the strand of hair treated with the test composition to be tested is straightened in a Teflon splint with a diameter of 20 mm.
  • the prepared strands were then dried and conditioned overnight at 21 ° C. and 50% relative atmospheric humidity in the climatic chamber.
  • the conditioned strand was carefully removed from the teflon splint.
  • the resulting flat strand was placed on the measuring blocks 40mm apart.
  • the entire measurement was carried out in the climatic chamber under constant climatic conditions at 21 ° C. and 50% relative humidity.
  • the measurement started with the start of a preload of 0.05 N. Then the strand was pressed by 15 mm at a speed of 500 mm min -1 , whereby the force required for this was measured. After recording the characteristic force K at the maximum deformation of 15 mm.
  • the force Fmax can be used as a parameter to measure the stiffness of the polymer film and the degree of hold of the hairstyle content generated thereby.
  • the composition was checked by means of a Long Lasting Hold measurement with regard to its shaping properties.
  • standardized hair strands of the company Kerling (Item No. 826500) of the hair type "European Natural, Color 6/0" of a length (L max ) of 220 mm and a weight of 3.0 g were used Strands were washed with a 12.5% by weight sodium laureth sulfate solution The hair strands were dried overnight in a drying oven at 318K.
  • the hair was soaked for 20 minutes in lukewarm water and then dabbed to about 50% residual moisture in the hair,
  • 750 mg of the composition was applied to each of the hair strands and massaged.
  • the strands of hair were placed in a Teflon splint, smoothed by means of a steel roller and dried overnight at 21 ° C. and 50%.
  • the hair tresses were subsequently clamped at one end in a holder and stored for six hours at 21 ° C. and 85% relative humidity.
  • LSH Long Lasting Hold
  • the strands protruding from the holding device were measured before (L 0 ) and after (L t ) the storage.
  • the Long Lasting Hold is a measure of the temporal change in length of a fixated by means of a Haarverformungsffens hair strand.
  • the gel according to the invention thus showed an exceptionally good combination of long-term stability and stiffness.

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Claims (7)

  1. Composition cosmétique destinée à la fixation des cheveux, laquelle contient :
    - 0,1 à 1,5 % en poids d'au moins un copolymère d'acrylate anionique (a) qui comporte au moins des unités de monomères suivantes : au moins une unité d'acide (méth)acrylique (a1), au moins une unité d'ester alkylique d'acide (méth)acrylique (a2) et au moins une unité d'ester hydroxyalkylique d'acide (méth)acrylique (a3), et
    - 0,3 à 2,0 % en poids d'au moins un copolymère d'acrylate anionique (b) qui comporte au moins des motifs monomères suivants : au moins une unité d'acide (méth)acrylique (b1), au moins une unité d'ester éthylique d'acide (méth)acrylique (b2) et au moins une unité d'ester d'acide (méth)acrylique (b3), différente d'unité d'ester éthylique d'acide (méth)acrylique (b2) et comportant un groupe hydrophobe comme groupe ester, et
    - 0,05 à 1,5 % en poids d'acide homopolyacrylique.
  2. Composition cosmétique selon la revendication 1, dans laquelle le copolymère d'acrylate anionique (a) a un poids moléculaire de 130000 à 160000.
  3. Composition cosmétique selon la revendication 1 ou 2, dans laquelle le copolymère d'acrylate anionique (a) comporte le (méth)acrylate d'hydroxyéthyle comme unité monomère (a3).
  4. Composition cosmétique selon l'une des revendications 1 à 3, dans laquelle le copolymère d'acrylate anionique (b) comporte un ester alkylique d'acide (méth)acrylique comme unité monomère (b3).
  5. Composition cosmétique selon l'une des revendications précédentes, dans laquelle le copolymère d'acrylate anionique (a) est un copolymère portant la npmenclature INCl Acrylates/Hydroxyester Acrylates Copolymer, notamment Acudyne™ 1000 (Dow) et le copolymère a anionique (b) est un copolymère portant la nomenclature INCl Acrylates Copolymer (and) Water, notamment AquaStyle™ SH-100 (Ashland Inc.).
  6. Utilisation d'une composition cosmétique selon l'une des revendications 1 à 5 pour la mise en forme temporaire des fibres kératinique.
  7. Procédé de mise en forme temporaire de fibres de kératine, en particulier de cheveux humains, dans lequel la composition cosmétique selon une des revendications 1 à 5 est appliquée sur des fibres kératinique.
EP15730805.7A 2014-08-28 2015-06-24 Utilisation d'une association d'aquastyle sh-100 et d'acudyne 1000 Active EP3185960B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102014217207.1A DE102014217207A1 (de) 2014-08-28 2014-08-28 Verwendung einer Kombination von AquaStyle SH-100 und Acudyne 1000
PCT/EP2015/064174 WO2016030042A1 (fr) 2014-08-28 2015-06-24 Utilisation d'une association d'aquastyle sh-100 et d'acudyne 1000

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Publication Number Publication Date
EP3185960A1 EP3185960A1 (fr) 2017-07-05
EP3185960B1 true EP3185960B1 (fr) 2018-10-17

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US (2) US20170165175A1 (fr)
EP (1) EP3185960B1 (fr)
DE (1) DE102014217207A1 (fr)
WO (1) WO2016030042A1 (fr)

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DE102015225201A1 (de) * 2015-12-15 2017-06-22 Henkel Ag & Co. Kgaa "Mittel und Verfahren zur temporären Verformung keratinhaltiger Fasern"

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US20190054001A1 (en) 2019-02-21
US20170165175A1 (en) 2017-06-15
EP3185960A1 (fr) 2017-07-05
WO2016030042A1 (fr) 2016-03-03

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